International Flavors & Fragrances Inc.

Charles E Beck

Marie R Hanna

Anubhav P Narula

Mark A Sprecker

Robert P Belko

Richard M Boden

John J De Virgilio

Salvatore M Brucato

Jan T Van Elst

Kathleen E Boardwick

Franc T Schiet

Matthew J McGinnis

Futoshi Fujioka

Myrna L Hagedorn

William J Fylak

James Joseph Koestler

William D Gillaspey

Anthony G Branco

Richard Anthony Weiss

Anthony T Levorse, Jr

Joseph A McGhie

Leslie C Smith

Shmuel David Shefer

Keith J McDermott

John M Teffenhart

Anton V Ouwerkerk

Vincent F Kuczinski

Irene Christine Burtyk

Leroy P John

Joseph A Mc Ghie

Charles J Vinals

David A Greene

Peter J Hartong

Francis Charles Thibaudeau

Honorine Hattab

Described are methyl substituted hexahydroindanols and alkyl ethers thereof defined according to the generic structure: ##STR1## wherein R.sub.7 represents hydrogen or C.sub.1 -C.sub.3 alkyl; wherein R.sub.1 represents methyl or ethyl; wherein R.sub.4 represents methyl or hydrogen; and wherein R.sub.2, R.sub.3, R.sub.5 and R.sub.6 each represents methyl or ethyl with the provisos that:

Methyl substituted hexahydroindanols and alkyl ethers thereof,

Described is the use of 7-isopropyl-8,8-dimethyl-6,10-dioxaspiro-C.sub.10 and C.sub.11 alkane derivatives defined according to the structure: ##STR1## wherein N is 1 or 2 for their organoleptic properties, particularly for use in imparting, augmenting or enhancing the aroma of a perfume composition, perfumed polymer, detergent, fabric softener, or bleach composition. Also described is a process for preparing such 7-isopropyl-8,8-dimethyl-6,10-dioxaspiro-C.sub.10 and C.sub.11 alkane derivatives using as starting materials cycloalkanones defined according to the structure: ##STR2## and the diol having the structure: ##STR3##

Use of 7-isopropyl - -8, 8-dimethyl-6, 10-dioxaspiro-C.sub.10 and

Described are methyl substituted tetrahydroindane alkyl enol ethers defined according to the structure: ##STR1## wherein R.sub.1 represents methyl or ethyl; wherein R.sub.4 represents methyl or hydrogen; wherein R.sub.2, R.sub.3, R.sub.5 and R.sub.6 each represents methyl or ethyl with the provisos that:

Methyl substituted tetrahydroindane alkyl enol ethers, perfumery uses

Described is a composition of matter particularly useful in fabricating toilet rim blocks consisting of:

Extruded fragrance-containing polyvinyl alcohol and use thereof

Described is the use of 1-benzyl cyclohexanol having the structure: ##STR1## in augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles such as perfumed polymers and solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions and fabric softener articles. Also described are processes and compositions for use of the 1-benzyl cyclohexanol of our invention having the structure: ##STR2## in perfume aroma augmenting, enhancing, modifying and altering compositions and as perfume, cologne and perfumed article aroma imparting compositions. Such compositions may also have imparted thereto as a result of using 1-benzyl cyclohexanol having the structure: ##STR3## insect repellency.

Use of 1-benzyl cyclohexanol in augmenting, enhancing or imparting

A method is disclosed for controlling the hardness of a polyurethane foam by introducing an aroma chemical into the reaction mixture to form a polyurethane foam according to a desired hardness to be attained. The aroma chemical can be selected based on the empirical formula:

Method for determining the hardness of fragrance containing polyurethane

Described are 1-phenyl-1-cyano-C.sub.5 -C.sub.7 alkanes defined according to the structure: ##STR1## wherein R.sub.1 and R.sub.2 each represents hydrogen or methoxy with the proviso that when R.sub.1 is methoxy, R.sub.2 is hydrogen and when R.sub.2 is methoxy, R.sub.1 is hydrogen; and wherein X is C.sub.3 -C.sub.5 straight chain or branched chain alkylene and uses thereof in augmenting, enhancing or modifying perfume compositions, perfumed articles and colognes. Also described is a process for preparing such 1-phenyl-1-cyano-C.sub.5 -C.sub.7 alkanes by means of reacting benzyl cyanide with an aldehyde or ketone and then hydrogenating the resulting product using a supported palladium catalyst.

1-phenyl-1-cyano-C.sub.5 -C.sub.7 alkanes, organoleptic uses thereof and

Described are substituted 2,6-dimethylbicyclo[3,3,1]- non-6-enes defined according to the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond and wherein 'R' represents one of the moieties: ##STR2## processes for preparing same and uses thereof in augmenting or enhancing the aroma of consumable materials including perfume compositions, colognes and perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, hair preparations, fabric softeners, fabric softener articles, cosmetic powders and perfumed polymers).

Substituted 2,6-dimethylbicyclo[3,3,1]non-6-enes, processes for

Described are substituted 2,6-dimethylbicyclo[3,3,1]-non-6-enes defined according to the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond and wherein 'R' represents one of the moieties: ##STR2## processes for preparing same and uses thereof in augmenting or enhancing the aroma of consumable materials including perfume compositions, colognes and perfumed articles (e.g., solid or liquid anionic, cationic, nonionic or zwitterionic detergents, hair preparations, fabric softeners, fabric softener articles, cosmetic powders and perfumed polymers).

Described are 2,6-dimethylbicyclo[3.3.1]non-6-ene-3-methanol and substituted derivatives thereof defined according to the generic structure: ##STR1## wherein each of the dashed lines represents a carbon-oxygen covalent bond or no bond; N is 0 or 1; R.sub.1 represents hydrogen, C.sub.1 -C.sub.2 lower alkyl, lower alkenyl, lower alkylenyl, C.sub.1 -C.sub.2 acyl, alkoxycarbonyl, magnesium halo or lithium; and R.sub.2 represents methyl or hydrogen as well as uses thereof (wherein R.sub.1 is not magnesium halo or lithium) for augmenting or enhancing the aroma of consumable materials selected from the group consisting of perfume compositions, perfumed articles, colognes, deodorizing articles, deodorizing compositions and malodor maskants.

2,6-dimethylbicyclo[3.3.1]non-6-ene-3-methanol, substituted derivatives

Described is the 2(1-vinyl-5-hexenyl)cyclopentanone having the structure: ##STR1## a process for preparing same by reacting the compound having the structure: ##STR2## with the compound having the structure: ##STR3## and then heating the resulting intermediate, and organoleptic uses of the compound having the structure: ##STR4## in perfumery.

Use in perfumery of 2(1-vinyl-5-hexenyl) cyclopentanone, a process for

Described are p-methylenedioxyphenyl propionitrile and propiohydroxylamine derivatives defined according to the generic structure: ##STR1## wherein Z.sub.1 represents the moiety: ##STR2## and the moiety: ##STR3## and R.sub.1 is hydrogen or methyl and also having the generic structure: ##STR4## wherein X is HSO.sub.4.sup.-- ; SO.sub.4 ; .sup.= Cl.sup.-- ; Br.sup.-- ; PO.sub.4.sup..dbd. ; H.sub.2 PO.sub.4.sup.-- ; and HPO.sub.4.sup.= ; and the process of preparing these compounds.

p-methylenedioxyphenyl propionitrile derivatives, process for producing

Described are p-methylenedioxyphenyl propionitrile and propiohydroxylamine derivatives defined according to the generic structure: ##STR1## wherein Z.sub.1 represents the moiety: ##STR2## and the moiety: ##STR3## and R.sub.1 is hydrogen or methyl and also having the generic structure: ##STR4## wherein X is HSO.sub.3.sup.- ; SO.sub.4 ;=Cl.sup.- ; PO.sub.4.sup..tbd. ; H.sub.2 PO.sub.4.sup.- ; and HPO.sub.4.sup.=. The p-methylenedioxyphenyl propionitrile and propiohydroxylamine derivatives having the structures: ##STR5## have useful organoleptic properties in the perfumery area. Also described are processes for preparing such p-methylenedioxyphenyl propionitrile and propiohydroxylamine derivatives. The compounds defined according to the structure: ##STR6## are useful intermediates in such processes. The subgenus defined according to the structure: ##STR7## covers novel compounds.

P-methylenedioxyphenyl propionitrile derivatives, process for producing

Described are p-methylenedioxyphenyl propionitrile and prophiohydroxylamine derivatives defined according to the generic structure: ##STR1## wherein Z.sub.1 represents the moiety: ##STR2## and the moiety: ##STR3## and R.sub.1 is hydrogen or methyl and also having the generic structure; ##STR4## wherein X is HSO.sub.4.sup.- ; SO.sub.4 ; .sup.= Cl.sup.- ; BR.sup.- ; PO.sub.4 ; H.sub.2 PO.sub.4.sup.- ; and HPO.sub.4.

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Summit, NJ, United States of America

Charles E Beck